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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1055130Generated: November 1, 2026

Water → (S)-tert-Butyl 2-(2-(2-chloro-5-fluoropyrimidin-4-ylamino)-3,3-dimethylbutyl-sulfonyl)ethanoate

https://huagongshe.com/reaction/1055130

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium hydroxy sulfiteHCID 23707502—
Reactant(S)-tert-Butyl 2-(2-(2-chloro-5-fluoropyrimidin-4-ylamino)-3,3-dimethyl-butylthio)ethanoateHCID 86714775—
SolventMethanolHCID 887—
Product(S)-tert-Butyl 2-(2-(2-chloro-5-fluoropyrimidin-4-ylamino)-3,3-dimethylbutyl-sulfonyl)ethanoateHCID 86714776—

Reaction Steps

Oxone (5.37 g, 8.73 mmol) was added to a solution of (S)-tert-Butyl 2-(2-(2-chloro-5-fluoropyrimidin-4-ylamino)-3,3-dimethyl-butylthio)ethanoate, 168a, (1.10 g, 2.91 mmol) in methanol (50 mL) and water (20 mL) and the solution was stirred 3 hours at room temperature. The solution was concentrated in vacuo to give a white residue that was dissolved in water (100 mL). The aqueous layer was extracted with EtOAc (3×50 mL) and the combined organic phases was dried (MgSO4), filtered and concentrated in vacuo to afford 750 mg of the desired product as a white solid: LCMS Gradient 10-90%, 0.1% formic acid, 5 minutes, C18/ACN, Retention Time =1.29 minutes (M+H) 410.19.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394302B2
Source datasetuspto-grants-2016_07
ORD IDord-62019b794f274187bbbf6a9d74413cf3
Source noteuspto-grants-2016_07